| 1. Round | 20/03/2011 | Colorado Rapids | - | Portland Timbers | 3:1 | ||||
| 2. Round | 03/04/2011 | New England Revolution | - | Portland Timbers | 1:1 | ||||
| 4. Round | 05/06/2011 | CD Chivas | - | Portland Timbers | 1:0 | ||||
| 4. Round | 12/06/2011 | Portland Timbers | - | Colorado Rapids | 0:1 | ||||
| 4. Round | 20/06/2011 | Portland Timbers | - | New York RB | 3:3 | ||||
| 5. Round | 17/07/2011 | Chicago Fire | - | Portland Timbers | 0:1 | ||||
| 5. Round | 31/07/2011 | Portland Timbers | - | Toronto FC | 2:2 | ||||
| 6. Round | 04/08/2011 | Portland Timbers | - | Los Angeles Galaxy | 3:0 | ||||
| 6. Round | 07/08/2011 | San Jose Earthquakes | - | Portland Timbers | 1:1 | ||||
| 6. Round | 15/08/2011 | Houston Dynamo | - | Portland Timbers | 2:1 | ||||
| 6. Round | 18/08/2011 | Sporting Kansas City | - | Portland Timbers | 3:1 | ||||
| 6. Round | 21/08/2011 | Portland Timbers | - | Vancouver Whitecaps | 2:1 | ||||
| 6. Round | 25/08/2011 | Portland Timbers | - | CD Chivas | 1:0 | ||||
| 7. Round | 11/09/2011 | Philadelphia Union | - | Portland Timbers | 0:0 | ||||
| 8. Round | 15/10/2011 | Portland Timbers | - | Houston Dynamo | 0:2 | ||||
| 8. Round | 23/10/2011 | Real Salt Lake | - | Portland Timbers | 1:1 |
USA